AR068932A1 - Metodos para preparar (e) .n-(4-( 3- cloro-4-(2- piridinilmetoxi ) anilino )-3- ciano-7-etoxi-6 quinolinil) -4 - (dimetilamino) -2- butenamida como una sal de maleato, composiciones farmaceuticas para la inhibicion de la actividad cinasa her-2 y formas cristalinas aisladas de dichas sales de maleato - Google Patents

Metodos para preparar (e) .n-(4-( 3- cloro-4-(2- piridinilmetoxi ) anilino )-3- ciano-7-etoxi-6 quinolinil) -4 - (dimetilamino) -2- butenamida como una sal de maleato, composiciones farmaceuticas para la inhibicion de la actividad cinasa her-2 y formas cristalinas aisladas de dichas sales de maleato

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Publication number
AR068932A1
AR068932A1 ARP080104565A ARP080104565A AR068932A1 AR 068932 A1 AR068932 A1 AR 068932A1 AR P080104565 A ARP080104565 A AR P080104565A AR P080104565 A ARP080104565 A AR P080104565A AR 068932 A1 AR068932 A1 AR 068932A1
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AR
Argentina
Prior art keywords
butenamide
anilino
ethoxy
quinolinyl
dimethylamino
Prior art date
Application number
ARP080104565A
Other languages
English (en)
Inventor
Mahmoud Mirmehrabi
Lu Qinghong
Mannching Sherry Ku
Warren Chew
Gloria K Cheal
Anthony F Hadfield
Original Assignee
Wyeth Corp
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First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=40347915&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR068932(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Wyeth Corp filed Critical Wyeth Corp
Publication of AR068932A1 publication Critical patent/AR068932A1/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/12—Antidiarrhoeals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/08—Drugs for disorders of the urinary system of the prostate
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/10—Drugs for disorders of the urinary system of the bladder
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/12—Drugs for disorders of the urinary system of the kidneys
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00—Drugs for dermatological disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/41—Preparation of salts of carboxylic acids
    • C07C51/412—Preparation of salts of carboxylic acids by conversion of the acids, their salts, esters or anhydrides with the same carboxylic acid part
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/02—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
    • C07C57/13—Dicarboxylic acids
    • C07C57/145—Maleic acid
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
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  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Epidemiology (AREA)
  • Urology & Nephrology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Endocrinology (AREA)
  • Reproductive Health (AREA)
  • Hospice & Palliative Care (AREA)
  • Otolaryngology (AREA)
  • Dermatology (AREA)
  • Pulmonology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)

Abstract

Las formas de sal de maleato de (E)-N-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida, métodos para preparar formas de sal de maleato cristalina, los compuestos asociados, y composiciones farmacéuticas que contienen las sales de maleato. Las sales de maleato son utiles en el tratamiento de cáncer, particularmente aquellos afectados por las cinasas de la familia del receptor del factor de crecimiento epidérmico. Reivindicacion 1: Un método para preparar (E)-N-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida como una sal de maleato, caracterizado por comprender la etapa de: mezclar (E)-N-{4-[3-cloro- 4-(2-piridinilmetoxi )anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino )-2-butenamida y ácido maléico en una solucion agua-alcohol a una temperatura elevada. Reivindicacion 14: Un compuesto caracterizado por pertenecer al conjunto que consiste de: del grupo de formulas (1). Reivindicacion 17: Un método para preparar monohidrato maleato de (E)-N-(4-[3-cloro-4-(2- piridinilmetoxi)aniIino]-3-ciano-7-etoxi-6-quinolinil)-4-(dimetilamino)-2-butenamida caracterizado por comprender las etapas seleccionadas del grupo que consiste de: a. se disuelve maleato de (E)-N-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida anhidro con un disolvente orgánico, agregar agua, y se filtra; b. se disuelve maleato de (E)-N-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3- ciano-7-etoxi-6-quinolinil}-4-{dimetilamino)-2-butenamida anhidro con un disolvente orgánico, agregar una solucion de un segundo disolvente orgánico yagua, y se filtra; c se disuelve maleato de (E)-N-{4-(3-cloro-4-(2-piridinilmetoxi)anilino]-3- ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida anhidro con un disolvente orgánico que contienen agua, y se filtra; y d redisolver maleato de (E)-N-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3- ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida anhidro con un disolvente orgánico que contiene agua durante un periodo de días, y filtrar. Reivindicacion 29: Una forma cristalina aislada de monohidrato maleato de (E)-N-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida caracterizado por la difraccion de los picos de rayos X en los siguientes ángulos (+-0.20°) de 2 theta en su patron de difraccion de rayos X: 6.53, 8.43, 10.16, 12.19, 12.47, 13.01, 15.17, 16.76, 17.95, 19.86, 21.11, 21.88, 23.22, 23.78, 25.69, 26.17, 27.06, 27.58, 28.26, 28.73, y 29.77. Reivindicacion 31: Una forma cristalina aislada de maleato de (E)-N-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida anhidro, caracterizado por la difraccion de picos de rayos X en los siguientes ángulos (+-0.20°) de 2 theta en su patron de difraccion de rayos X: 6.16, 7.38, 8.75, 10.20, 12.24, 12.61, 14.65, 15.75, 17.33, 18.64, 19.99, 20.66, 21.32, 22.30, 23.18, 24.10, 24.69, 25.49, 26.09, 26.54, 27.52, 28.62, y 29.43. Reivindicacion 33: Una forma cristalina aislada de maleato de (E)-N-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida anhidro, caracterizado por una temperatura de inicio de 196°C y la temperatura final de 204°C, como se mide por la calorimetría de exploracion diferencial. Reivindicacion 34: Una forma cristalina aislada de monohidrato maleato de (E)-N-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida, que tiene un contenido de agua de 2.5 a 2.7%, en peso. Reivindicacion 35: Una forma cristalina aislada de maleato parcialmente hidratado de (E)-N-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida, que tiene un contenido de agua de 1.5% a 2.3%, en peso.
ARP080104565A 2007-10-17 2008-10-17 Metodos para preparar (e) .n-(4-( 3- cloro-4-(2- piridinilmetoxi ) anilino )-3- ciano-7-etoxi-6 quinolinil) -4 - (dimetilamino) -2- butenamida como una sal de maleato, composiciones farmaceuticas para la inhibicion de la actividad cinasa her-2 y formas cristalinas aisladas de dichas sales de maleato AR068932A1 (es)

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US12479607P 2007-10-17 2007-10-17

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AR068932A1 true AR068932A1 (es) 2009-12-16

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ID=40347915

Family Applications (2)

Application Number Title Priority Date Filing Date
ARP080104565A AR068932A1 (es) 2007-10-17 2008-10-17 Metodos para preparar (e) .n-(4-( 3- cloro-4-(2- piridinilmetoxi ) anilino )-3- ciano-7-etoxi-6 quinolinil) -4 - (dimetilamino) -2- butenamida como una sal de maleato, composiciones farmaceuticas para la inhibicion de la actividad cinasa her-2 y formas cristalinas aisladas de dichas sales de maleato
ARP160100590A AR103866A2 (es) 2007-10-17 2016-03-04 Composición farmacéutica para la inhibición de la actividad cinasa her-2, compuesto, formas cristalinas aisladas de monohidrato de maleato de (e)-n-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida, maleato de (e)-n-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida anhidro y maleato parcialmente hidratado de (e)-n-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida y métodos para preparar (e)-n-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida como una sal de maleato y maleato de (e)-n-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida anhidro

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ARP160100590A AR103866A2 (es) 2007-10-17 2016-03-04 Composición farmacéutica para la inhibición de la actividad cinasa her-2, compuesto, formas cristalinas aisladas de monohidrato de maleato de (e)-n-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida, maleato de (e)-n-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida anhidro y maleato parcialmente hidratado de (e)-n-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida y métodos para preparar (e)-n-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida como una sal de maleato y maleato de (e)-n-{4-[3-cloro-4-(2-piridinilmetoxi)anilino]-3-ciano-7-etoxi-6-quinolinil}-4-(dimetilamino)-2-butenamida anhidro

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US (6) US8022216B2 (es)
EP (6) EP2212311A2 (es)
JP (10) JP2011500712A (es)
KR (5) KR20180041753A (es)
CN (7) CN101918390B (es)
AR (2) AR068932A1 (es)
AU (1) AU2008312474B2 (es)
BR (2) BR122019023745B8 (es)
CA (2) CA2928071C (es)
CL (1) CL2008003088A1 (es)
ES (3) ES2586435T3 (es)
HK (2) HK1146405A1 (es)
IL (3) IL308687A (es)
IN (1) IN2015DN01135A (es)
MX (4) MX349332B (es)
NZ (3) NZ616136A (es)
PA (1) PA8800701A1 (es)
RU (2) RU2463300C2 (es)
SG (2) SG10201900175TA (es)
TW (1) TW200934761A (es)
WO (1) WO2009052264A2 (es)

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